Courtesy: Real Broker, LLC.
646-859-2368
Charming 2-Bedroom Home in the Heart of Winona Welcome to this 2-bedroom, 2-bathroom home conveniently located in the heart of Winona. The home features main-floor laundry and a one-car garage with additional space for storage or hobbies. One of the highlights of this property is the fully fenced backyard, offering a great outdoor space to relax, entertain, garden, or enjoy time with pets. With two bedrooms, two bathrooms, main-floor laundry, a garage with extra space, and a private fenced backyard, this home offers comfortable living in a convenient Winona location. Come take a look and see what this home has to offer!
Courtesy: RE/MAX Advantage Plus
952-226-7700
Whether you want to have your business right at home or need plenty of storage space, this is the one, just minutes from Winona. This home is booming with character and waiting for you to add your touches. With four generous bedrooms, two bathrooms, an updated kitchen with new appliances, large dining & living rooms, attached one car garage, a partially finished basement for additional living space, you have plenty of room for the whole family. The vast backyard has an oasis with a large deck, established garden, plenty of green space and a creek providing stunning views and trout fishing. Additional storage is available in the climate controlled detached garage as well as the large shop that is already setup for a taxidermy business but could easily be used for another business or storage. A parking area next to the shop is perfect for additional off-street parking for additional vehicles or customers. Come see the endless possibilities and opportunities this home offers before it's too late!
Courtesy: Coldwell Banker River Valley, REALTORS
507-454-6750
Rarely does a property offer this combination of space, privacy, recreation, and versatility. Situated on approximately 1.6 acres in the desirable Spring Brook/Cobblestone neighborhood, this impressive home offers nearly 5,900 sq. ft. of finished living space, 5 bedrooms, exceptional outdoor amenities, and an incredible six heated garage spaces. At the heart of the home is a beautifully designed kitchen with generous living and dining areas that flow effortlessly for everyday living and entertaining. The primary suite is a private retreat featuring its own fireplace, spa-inspired 5-piece bath, expansive walk-in closet, and adjoining bonus room—perfect for an office, fitness area, or quiet getaway. Upstairs are three additional spacious bedrooms, each with a walk-in closet, including two connected by a Jack-and-Jill bath and another with a private ensuite. The main level also features a dedicated office, laundry, multiple gathering spaces, and an inviting three-season room. The finished lower level adds even more flexibility with a spacious family room, wet bar, media room, 5th bedroom, bath, and abundant storage. Outside, enjoy the level backyard, patio with fire pit, and private Sport Court—ideal for basketball, pickleball, and year-round family fun. Two separate heated 3-car garages provide outstanding space for vehicles, recreational toys, hobbies, a workshop, and storage. A new septic system adds additional peace of mind. With its acreage, impressive square footage, recreational amenities, and unmatched garage space, 801 Spring Brook Drive offers a lifestyle and versatility that are truly hard to find.
Courtesy: Bluff Country Properties,LLC.
507-577-1121
The beautiful open concept 3000 sq ft, 4-bedroom 2 bath home has vaulted ceilings and windows from floor to ceiling which allow you to take in the breathtaking views of the Pleasant Valley from most all the rooms in the house. The fully paved driveway leads to the house which sits perched on the wooded hillside and full of mature pines, oaks and hardwood timber. A concrete patio wraps around the house with nice landscaping and a large new maintenance free deck which overlooks the Pleasant Valley creek which runs across the road to the east. What a great place to enjoy your morning coffee! The main floor has open kitchen/dining/living room area with multiple patio doors which lead to the new deck. The main floor master, laundry, and office are very nice features as well. There are 3 bedrooms upstairs, loft area and full bathroom. There is a 2-car heated and insulated garage along with a large attached heated workshop and paved 2 car carport area. There is a partially fenced in area and stable/chicken coupe for your country hobby farm activities. Enjoy the deer and turkey population which are comfortable coming right up to the house! Just minutes from the Bridges golf course and Winona.
Courtesy: Keller Williams Premier Realty
507-424-4422
Welcome to 1152 W 5th Street, a Winona home that's been cared for by the same owner since 1996. With four bedrooms and hardwood floors throughout both levels, this home is full of potential. The main floor is a real highlight, with a spacious kitchen, a generously sized dining area, and a large living room that makes for a great gathering space. The three-season porch adds even more room to relax and enjoy the changing seasons. Step outside and you'll find a large deck perfect for entertaining, grilling, or just enjoying summer evenings. The fenced-in backyard adds even more room for gardening, pets, play, or simply relaxing outdoors. The property also includes a one-car garage with an attached workshop/storage area, handy for projects, hobbies, tools, or extra storage. Schedule a tour today!
Courtesy: Keller Williams Premier Realty
507-424-4422
2 bedroom, 1 bath home with lots of updates and plenty of space. The kitchen has tons of cabinets, a pantry, and all new black stainless steel appliances added in January 2025. New furnace and central air, plus new water and gas lines to the home. Main floor laundry and a freshly updated bathroom add convenience. Enjoy the front porch and watch the activity along the brand new road and sidewalks out front. The private fenced backyard includes two storage sheds. No garage, but there is plenty of off street parking. A great home with lots to offer!
Courtesy: Homes Plus Realty
507-286-1455
Three bedrooms, three bathrooms, and a comfortable 2,172 square feet — this house has the kind of breathing room that makes daily life feel a whole lot easier. Whether you're looking for extra space or simply want more room to spread out, this floor plan delivers. Inside, the layout keeps things practical without feeling cramped. The primary bedroom gives you a quiet spot to retreat to, while the two additional bedrooms flex into whatever your life calls for — think guest space, an office, or a room for the hobbies you actually want time for. Three full bathrooms means the morning rush stops being a battle of wills. Location is where this one really earns its keep. Winona East Lake Park sits nearby, so time spent along the water can become part of your regular routine. The Winona train station is located nearby, making trips out of town refreshingly simple. Winona itself is a gem — a friendly river town with plenty of character, local charm, and that easygoing pace that lets you actually enjoy where you live. Add in a price point that makes real sense for this much space, and you've got a rare combination. Homes like this don't hang around long. Come see it before someone else claims it!
Courtesy: Edina Realty, Inc
608-781-1100
Welcome to this spacious 5-bedroom home. 4 bedrooms conveniently located on the main floor plus a room in the basement that could be a bedroom or used as a rec room/bar. The house sits on a generous corner lot in a quiet, well-established neighborhood. This property offers a solid foundation and a functional layout, ready for your personal touch and updates. Large windows bring in plenty of natural light. Whether you're looking for a starter home with potential or a project to make entirely your own, this home delivers opportunity in a peaceful setting.
Courtesy: Pemberton RE
612-260-8777
Welcome home to this charming 3-bedroom, 2-bathroom home in a fantastic Winona location! Enjoy stunning views from the living room and primary bedroom, along with beautiful red oak hardwood floors in the main living and dining areas and two main-floor bedrooms. The hardwood floors were refinished in 2018, and the kitchen features a new laminate countertop installed in December 2024. The inviting living room includes a wood-burning fireplace insert, while the sunroom offers triple-pane windows filled with krypton gas for exceptional insulation and energy efficiency. The home also features solar panels in the backyard, and all appliances are less than six years old. The water line to the main was replaced in 2020. Step outside to enjoy nearby walking and biking paths connecting to the lakes, with hiking in the bluffs also close by. The library and downtown Winona are approximately 1.5 miles away. Add in wonderful location that puts outdoor recreation and local amenities within easy reach, and this home is one you won't want to miss.
Courtesy: Keller Williams Premier Realty
507-424-4422
First time on the market and truly one of a kind! This fun and whimsical property offers amazing views, beautiful established perennials and features you simply don't find every day. The main home has 3 bedrooms, a full bathroom, laundry tucked into a butler's pantry and 2 rooms with incredible views. The basement offers tons of storage. Outside, enjoy one of the most unique screened porches you will ever see, plus what is believed to be Winona Trolley #9, ready to become a garden shed or she shed. The lower level home includes a separate 1 bedroom living space with a kitchen, bathroom and laundry, perfect for guests, extended living or a mother in law suite. It could also offer potential for conversion to a garage. A truly special property!
Courtesy: Coldwell Banker River Valley, REALTORS
507-454-6750
Want to be close to town and the interstate while still enjoying space and privacy? Situated just off Highway 43 on a little over 2 acres, this beautifully updated home offers the perfect blend of convenience and country living. Step inside to an inviting open-concept kitchen, dining, and living area featuring beautiful cabinetry, JennAir appliances, and a cozy gas fireplace. Large windows capture peaceful views from both the front and back of the home. With four bedrooms, two baths, and an attached two-car garage, there's plenty of room to spread out. You'll love the impressive 36x48 pole shed--perfect for all your toys, hobbies, storage, or workshop needs. Updated, spacious, private, and conveniently located--this property has so much to offer!
Courtesy: Edina Realty, Inc
608-781-1100
This stunning 2-story home is filled with timeless character and preserved original details. Gorgeous hardwood floors, original woodwork, spacious rooms, and abundant storage showcase the charm found throughout.The main level features a spacious living room, dining room, kitchen, main-floor laundry with a half bath, and an office space. Upstairs you'll find 4 generously sized bedrooms with spacious closets and a full bath. Walk-up stairs lead to an unfinished attic, offering excellent storage.Enjoy the inviting enclosed front porch and back porch overlooking the nice-sized yard. Outside, the property offers a 2-car garage plus an additional carport for plenty off-street parking.Beautiful original details, generous living spaces, and a functional layout make this home truly special.
Courtesy: Edina Realty, Inc
608-781-1100
A rare find in the heart of Winona! Built in 1980, this home stands out among the surrounding homes and offers 3-4 bedrooms and 4 baths.The main level features a living room, spacious kitchen with newer stainless-steel appliances and a large pantry, half bath, and a versatile den. Upstairs, you'll find 3 generously sized bedrooms with walk-in closets. The Jack-and-Jill style bath offers private vanity and toilet areas on each side with a shared tub/shower.Step outside to an established yard featuring assorted fruit bushes, peonies, mint, and a garden area. A patio with gazebo provides a spot to relax or entertain, while a storage shed offers additional storage. With an attached garage, storage, a flexible floor plan, and location in the heart of Winona, this truly is a unique propert
Courtesy: Keller Williams Premier Realty
507-424-4422
Located near the golf course, this 3 bedroom home offers plenty of space and possibilities. All 3 bedrooms are on one level, with one currently being used as a laundry and storage room. Move the laundry to the basement and open up that room for additional living space. Wood floors add character throughout the home. The large eat in kitchen is great for everyday meals, while the basement offers a spacious family room plus plenty of storage. Lots of closet space throughout, along with a great front porch to enjoy. The 40 x 16 garage gives you room for vehicles, a workshop, or all your extra toys.
Courtesy: Dwell Realty Group LLC
507-800-3012
Experience the best of Mississippi River living at this beautifully renovated waterfront cabin, ideally located between Winona and La Crosse. Set along 135 feet of prime shoreline, this beautiful retreat is a true duck hunter’s paradise and an incredible destination for boating, fishing, entertaining, or simply unwinding by the water. Major improvements include a completely renovated kitchen, sunroom, mudroom and laundry area, bathroom, and upper level. Easily accommodating 10 guests, there is plenty of space to gather with family and friends. Enjoy panoramic river views from the expansive wraparound deck, your own private dock, and take advantage of the shed for convenient storage. Plus private well and septic! Whether you’re seeking a peaceful personal getaway or a recreation-filled river retreat, this exceptional property is ready to enjoy! Cabin is being sold furnished & with a new roof!
Courtesy: Edina Realty, Inc
608-781-1100
Welcome home to this beautifully updated 3-bedroom property offering the convenience of all 3 bedrooms on the main level, including 2 spacious bedrooms with the master having a wonderful walk-in closet! The heart of the home is the beautiful, remodeled kitchen (2025), featuring modern finishes and thoughtful updates that make it perfect for everyday living and entertaining. Extensive renovations completed throughout 2024 and 2025 provide added peace of mind, including all new plumbing, updated electrical wiring, new walls and ceilings, and brand-new flooring throughout the home. You will love the convenient mudroom as you enter to drop your coats, shoes, & backpacks. The lower-level finished family room is bright and inviting to spend some quality family time in. More to enjoy outside too
Courtesy: Keller Williams Premier Realty
507-424-4422
Super convenient location close to the bike path with great views of Sugar Loaf! Set back from the street, this home offers a little more privacy and space, plus a yard filled with established perennials. Check out all of these updates! New roof in 2021 and brand new hot water heater. With the exception of the refrigerator, all appliances, including the washer and dryer, are under 5 years old. You'll find 4 bedrooms, including one extra large room that could easily be a crafting room, playroom, or whatever fits your needs. Two bedrooms are on the main level and two are upstairs, along with a large amount of storage space. Enjoy the outdoors from the front porch without worrying about the bugs. Main floor laundry and bathroom add convenience and make everyday living easier. This home is an open canvas ready for your personal touches and ideas!
Courtesy: Edina Realty, Inc
608-781-1100
Welcome to 34810 Old Homer Road, a cozy, cabin-like retreat situated just across from the Mississippi River! This charming 3-bedroom, 1-bath home offers 1-level living with spacious bedrooms, a generous full bath, newer furnace and central air.What truly sets this property apart is the additional lot, offering an opportunity to build your dream home while enjoying the existing home for yourself, or guests. The additional lot features a gazebo/entertainment area, creating a great spot to relax.Outside, you'll also find a storage shed, and an established garden area, plus a large deck offering plenty of outdoor living space. With its unique setting, additional lot and fantastic location across from the Mississippi River, this property offers possibilities that are hard to find!
Courtesy: Keller Williams Premier Realty
507-424-4422
3 bedroom, 1 bath home with plenty of potential to make it your own! Wood floors run throughout the home, and the basement offers bonus space for a family room, office, hobby area, or whatever fits your needs. This home needs some TLC, but it’s a great opportunity to put in your own updates and build equity alongthe way. The 2 stall garage provides great storage, and the large deck is a nice spot to relax orentertain. Located right on the parade route and just a short distance from the local donught shop, close enough to smell them!
Courtesy: Coldwell Banker River Valley, REALTORS
507-454-6750
Stately 4 bedroom, 2.5 bath home with open porch and patio which looks out onto Lake Park. All bedrooms are on the upper level. The main floor boosts a formal dining room, huge living room with fireplace, sunroom which overlooks Lake Park and has a half bath.
Courtesy: Edina Realty, Inc.
507-452-1995
Welcome to this charming and nicely updated home on a desirable corner lot. Everything has been done for you, including a brand-new metal roof, a new HVAC system and newer flooring throughout. Best of all, this property is rental certified, making it an incredible find for both future homeowners and smart investors. Do not miss out on a turn-key property that combines modern comfort with a fantastic location.
Courtesy: Real Broker, LLC.
646-859-2368
The shop is the true standout. With 2,275 sq. ft. that have 16-foot ceilings, two 14-foot garage doors, three additional 8-foot garage doors, and a heated portion of the building, there is an incredible amount of room for vehicles, equipment, hobbies, storage, and a 1/4 bathroom. Finding this kind of substantial workspace on a property this close to everything Winona has to offer is exceptionally rare. A total of 3,601 insulated and heated, including an extra 560 sq. ft. not heated = total 4,161 sq. ft. The home offers the opportunity to make it your own and needs new flooring throughout, allowing the next owner to choose flooring that fits their style and vision. Adding even more value and peace of mind, the roofs on both the home and shop were put on in 2022. Outside, enjoy the incredible setting beneath Sugar Loaf and take in the views of Winona and the surrounding Driftless Area. With more than a half-acre of land, there is room to enjoy the property while still being conveniently located in town. If you've been looking for a property that combines a home, land, breathtaking views, and an exceptionally large shop in the heart of Winona, this is one you won't want to miss. The shop alone makes this property a rare find—and the location, acreage, and views make it even more special. WELCOME HOME!
Courtesy: Edina Realty, Inc
608-781-1100
Welcome to 363 Chatfield St., a beautifully maintained 4-bedroom, 2-full-bath home offering plenty of space, character, and versatility. Inside, you'll find beautiful wood floors throughout the home, solid panel doors, a spacious kitchen, and vaulted ceilings on the upper level that add to the charm.Numerous updates have been completed throughout the years, making this home truly move-in ready. Outside, you'll find an open backyard with plenty of room to relax, entertain, garden, or enjoy outdoor activities.Whether you're searching for a wonderful single-family home or an opportunity to add to your investment portfolio, this property offers options. The home is currently rental certified for up to 5 unrelated occupants, offering a great opportunity for homeowners and investors alike.
Courtesy: RE/MAX Results
608-781-7629
Tucked away on a whisper-quiet Goodview cul-de-sac, this exceptionally built 4-bed, 3.5-bath walkout rambler offers peace and space. Vaulted cathedral ceilings let natural light cascade through the open layout. Beautiful luxury vinyl plank floors ground the main level for modern style. Step out onto your large deck overlooking spectacular, vibrant landscaping. The garden creates a private retreat, attracting hummingbirds and pollinators. Daily life is a breeze with main-floor laundry and a central vacuum system. The attached garage features a dedicated work nook and a handy water faucet. Enjoy absolute peace of mind with a four-year-old roof and three-year-old mechanicals! This serene home effortlessly blends nature, comfort, and ultimate convenience. Schedule your private tour right away!
Courtesy: Coldwell Banker River Valley, REALTORS
507-454-6750
Charming ranch style home in excellent condition located in valley among bluffs on 1.4 acres. Main floor features a sunroom that walks out to maintenance free deck overlooking beautiful lot. Large living room/ dining room area has fireplace and view of bluffs. Three bedrooms on main floor. Lower level has huge family room, storage/utility room and half bath. Extra long garage allows for both cars and storage. Mini barn/play house/storage building in back yard. Lovely home perfect for either family or retirement.
Andrea D. Conner, License # 40471694,Xome Inc., License 40368414, [email protected], 844-400-XOME (9663), 750 State Highway 121 Bypass, Suite 100, Lewisville, TX 75067
Listings courtesy of Northstar MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of {{last updated}}. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Properties displayed may be listed or sold by various participants in the MLS. Xome Inc. is not a Multiple Listing Service (MLS), nor does it offer MLS access. This website is a service of Xome Inc., a broker Participant of the Regional Multiple Listing Service of Minnesota, Inc. Information Deemed Reliable But Not Guaranteed. Open House information is subject to change without notice. Copyright 2026, Regional Multiple Listing Service of Minnesota, Inc. All rights reserved
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Winona is located in Minnesota. Winona, Minnesota 55987has a population of 26,199. Winona 55987 is less family-centric than the surrounding county with 22.82% of the households containing married families with children. The county average for households married with children is 26.93%.
The median household income in Winona, Minnesota 55987 is $48,662. The median household income for the surrounding county is $61,753 compared to the national median of $69,021. The median age of people living in Winona 55987 is 29.9 years.
The average high temperature in July is 83.6 degrees, with an average low temperature in January of 8.5 degrees. The average rainfall is approximately 33.8 inches per year, with 37.1 inches of snow per year.
